in Chilmark, Massachusetts, on the beautiful island of Martha’s Vineyard.....
is proud to offer many exclusive real estate listings. Our family operated firm is the oldest established Real Estate Office in the Up-Island area. Allow us to assist you in finding the perfect spot you have been looking for. We welcome the opportunity to work together with other agencies and brokers to provide our clients the service they deserve.
Aquinnah Old Field Road
A bucolic 3.36 +/- acre wooded parcel in Aquinnah, offering privacy and natural beauty with a brook running through the property. A seasonal one-room camp, built in the 1970s, sits on the land — a rustic starting point for future plans or a simple retreat as-is. The lot falls within the Special Ways District and is impacted by wetlands, which limits the buildable envelope and requires a 150-ft setback. However, the parcel meets Aquinnah's 2-acre zoning requirement. No well, septic, or electric systems are currently in place. A rare chance to own a substantial, wooded parcel in one of the Vineyard's most tranquil up-island settings.
Moshup Trail Beach Lot
Lovely beach lot off Moshup Trail in Aquinnah. Enjoy the sandy beach, Atlantic Ocean water and beauty of the South shore. This private beach lot is shared with only seven other members. Parking is located a short walk across the road from the beach access. Private parking limited to one car per member. This is not a buildable lot.
Chilmark Legacy Property
A rare offering of land, history, and sweeping water views — this exceptional 8.7+/- acre estate commands panoramic views of Menemsha Pond and Vineyard Sound from its rolling lawns and open meadows. Property includes parking and access to Menemsha Pond.
Whether you're drawn by the storied architecture, the expansive land, or the irreplaceable Vineyard Sound vistas, this is a compound that simply cannot be replicated.
Proudly & Exclusively offered.
Price upon request.
Chilmark Charm
Escape to your own getaway with mature landscaped gardens and privacy in the heart of Chilmark. Walk to the Chilmark Store, library, Chilmark Community Center, Beetlebung Farm and bank. Access to Chilmark beaches - Lucy Vincent and Squibnocket - and Menemsha Public Beach are a plus. This four-bedroom, two bath home has hardwood floors throughout. The living room and eat-in kitchen separate the bedrooms from one another providing privacy for all. There is a very large two bay garage with plenty of storage space and work area. This home has character and should be seen to be appreciated. Property is being SOLD AS IS.
Parcel on Davis Look Rd
Six acres of privacy in one of the Island's most sought-after settings. This 6.04-acre parcel offers a rare opportunity to build a primary residence and accessory structure on a deed-restricted lot that ensures the character of the neighborhood endures. Adjacent Land Bank trails invite quiet walks through native landscape right from your doorstep.
Chockers Lane
Cove Cottage
Perfectly situated on Nashaquitsa Pond, this charming two-bedroom
cottage offers sweeping views of Quitsa and Menemsha Pond from a
rare vantage point few properties can match. The cottage includes
private beach rights to Short Beach and dock access for a mooring.
Inside, hand-painted floors and a warm, unpretentious interior reflect
the authentic character of Old Vineyard —For those seeking an
authentic connection to the Vineyard's natural beauty and storied past,
this is a rare and remarkable find.
Chilmark Cottage
Nestled on a beautiful lot in the heart of Chilmark, this 3-bedroom 2-bath charming cottage is framed by mature blueberry bushes just off the deck — a true slice of island life. Perfectly positioned to enjoy the quiet calm of up-island living while remaining close to town, beaches, and all that the Vineyard has to offer
A large 2-room shed with a loft to store your beach/fishing gear or to use as a workshop rounds out the property. Whether you're searching for a summer retreat or a forever home, this is a rare opportunity to plant roots in Chilmark. Property offered "AS IS".
North Road Retreat
This versatile Chilmark 4-bedroom, 4-bath main house alongside a detached 1-bedroom, 1-bath suite with an attached garage. The property abuts over 200 acres of conservation land providing a natural buffer & scenic walking trails.
The property has an established rental history and is fully winterized which ensures year-round usability.
For buyers who value Chilmark's proven rental track record, and the rare opportunity to plant roots in one of the Vineyard's most coveted towns, this is a property worth a close look.
Tranquil Tea Lane
Modern Cape style home located off Tea Lane could be your special Chilmark retreat. This four bedroom, 2.5 bathroom home needs some updating but is in good condition. Living room with fireplace, dining area and family room provide space for living. Attached two bay garage allows for storage and projects. A woodworking area in the basement is a plus. Enjoy the outdoors via the screened porch, large deck and the rolling lawn. Come see this property to truly appreciate it.
Chilmark Serenity
A place of serenity tucked in the woods of Chilmark. This 3 bedroom, 2 bath, and 2 half-bath house was completely renovated in 2017/2018, including the Kitchen, a large fenced-in back yard with an exquisite fish pond with a waterfall and lighting. Radiant heat in mudroom, and all bathrooms (except 1/2 bath in basement) to keep cozy in the cooler months, and a heat pump system with Boiler back up. Six bedroom septic. Close proximity to North Road and Middle Road. Beautiful home with a lot of attention to details.
Old World Flair in Chilmark
Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plantings surround the home. A must-see to appreciate all the special touches throughout the Main House, Guest Camp, and Garage. Option to buy shares of abutting conservation land for an additional fee, please inquire.
Aquinnah Hideaway
Summer Home with connected guest camp on desirable Lighthouse Road. Two-bedroom Main house with a shared bathroom with an open concept Kitchen, Dining, and Living area. The guest camp has three bedrooms, a shared laundry, and a combined bathroom. The Main house has beautiful views of Lobsterville beach and the Sound beyond. Enjoy easy summer living & water views from the wrap-around deck.
CHILMARK GOSNOLDS WAY
Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands. Short walk to the Brickyard Beach on the North Shore, rights are included with property, where you can enjoy swimming and watching beautiful sunsets. There is also a 1 car garage with a work space.